CZ84899A3 - Způsob výroby dinitrilu kyseliny malonové - Google Patents
Způsob výroby dinitrilu kyseliny malonové Download PDFInfo
- Publication number
- CZ84899A3 CZ84899A3 CZ99848A CZ84899A CZ84899A3 CZ 84899 A3 CZ84899 A3 CZ 84899A3 CZ 99848 A CZ99848 A CZ 99848A CZ 84899 A CZ84899 A CZ 84899A CZ 84899 A3 CZ84899 A3 CZ 84899A3
- Authority
- CZ
- Czechia
- Prior art keywords
- malonic acid
- formula
- acid dinitrile
- alkyl
- nitrile
- Prior art date
Links
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 10
- 150000002527 isonitriles Chemical class 0.000 claims abstract description 10
- 150000002825 nitriles Chemical class 0.000 claims abstract description 8
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 6
- ZRKSVHFXTRFQFL-UHFFFAOYSA-N isocyanomethane Chemical compound C[N+]#[C-] ZRKSVHFXTRFQFL-UHFFFAOYSA-N 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- -1 i -propyl Chemical group 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 239000010453 quartz Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- KYPOHTVBFVELTG-OWOJBTEDSA-N (e)-but-2-enedinitrile Chemical compound N#C\C=C\C#N KYPOHTVBFVELTG-OWOJBTEDSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000011031 large-scale manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000001149 thermolysis Methods 0.000 description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH66598 | 1998-03-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
CZ84899A3 true CZ84899A3 (cs) | 1999-10-13 |
Family
ID=4192289
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CZ99848A CZ84899A3 (cs) | 1998-03-19 | 1999-03-10 | Způsob výroby dinitrilu kyseliny malonové |
Country Status (14)
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AR042282A1 (es) * | 2002-12-05 | 2005-06-15 | Syngenta Participations Ag | Proceso para la preparacion de dinitrilos de acido fenilmalonico |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3006492A1 (de) * | 1980-02-21 | 1981-08-27 | Degussa Ag, 6000 Frankfurt | Verfahren zur gewinnung von malonsaeuredinitril |
-
1999
- 1999-03-01 IN IN250MA1999 patent/IN188424B/en unknown
- 1999-03-02 CA CA002263840A patent/CA2263840C/en not_active Expired - Fee Related
- 1999-03-04 IL IL12884499A patent/IL128844A/xx not_active IP Right Cessation
- 1999-03-10 CZ CZ99848A patent/CZ84899A3/cs unknown
- 1999-03-11 EP EP99104840A patent/EP0943605A3/de not_active Withdrawn
- 1999-03-12 KR KR1019990008314A patent/KR100618365B1/ko not_active Expired - Fee Related
- 1999-03-12 SK SK343-99A patent/SK34399A3/sk unknown
- 1999-03-16 TW TW088104018A patent/TWI224088B/zh not_active IP Right Cessation
- 1999-03-16 JP JP11071055A patent/JPH11322699A/ja active Pending
- 1999-03-18 PL PL332064A patent/PL193541B1/pl not_active IP Right Cessation
- 1999-03-18 CN CN99104071A patent/CN1119323C/zh not_active Expired - Fee Related
- 1999-03-18 RU RU99105594/04A patent/RU2225391C2/ru not_active IP Right Cessation
- 1999-03-19 HU HU9900699A patent/HU223518B1/hu not_active IP Right Cessation
- 1999-03-19 US US09/272,164 patent/US5959136A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
IN188424B (enrdf_load_stackoverflow) | 2002-09-21 |
TWI224088B (en) | 2004-11-21 |
KR100618365B1 (ko) | 2006-08-30 |
CA2263840C (en) | 2008-05-13 |
SK34399A3 (en) | 2000-02-14 |
CN1119323C (zh) | 2003-08-27 |
KR19990077832A (ko) | 1999-10-25 |
PL332064A1 (en) | 1999-09-27 |
RU2225391C2 (ru) | 2004-03-10 |
EP0943605A3 (de) | 2000-01-19 |
EP0943605A2 (de) | 1999-09-22 |
IL128844A0 (en) | 2000-01-31 |
CA2263840A1 (en) | 1999-09-19 |
JPH11322699A (ja) | 1999-11-24 |
HK1023108A1 (en) | 2000-09-01 |
IL128844A (en) | 2003-07-06 |
HU223518B1 (hu) | 2004-08-30 |
HU9900699D0 (en) | 1999-05-28 |
HUP9900699A1 (hu) | 2000-09-28 |
PL193541B1 (pl) | 2007-02-28 |
US5959136A (en) | 1999-09-28 |
CN1232819A (zh) | 1999-10-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2205552B1 (en) | Crystalline polymorph of the selective androgen modulators (r) or (s)-n-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-cyanophenoxy)-2-hydroxy-2-methylpropanamide | |
FR2607813A1 (fr) | Alkylamino-8 imidazo (1,2-a) pyrazines et derives, leur preparation et leur application en therapeutique | |
MX2007000525A (es) | Pregabalina libre de acido isobutilglutarico y un proceso para la preparacion de ella. | |
US9868735B2 (en) | Benzazepine ketone compounds as glycogen phosphorylase inhibitor, preparation method therefor, and medical uses | |
JP2020500184A (ja) | フェニル及びピリジニルヒドロキサム酸 | |
KR101578093B1 (ko) | 고순도 페메트렉세드 제조를 위한 향상된 중간체 제조 방법 및 이를 사용하여 고순도 페메트렉세드를 제조하는 방법 | |
CZ84899A3 (cs) | Způsob výroby dinitrilu kyseliny malonové | |
AU2017292811A1 (en) | Novel processes for preparation of soluble guanylate cyclase stimulators | |
US20090197895A1 (en) | Oxazole-pyrrole-piperazine alpha-helix mimetic | |
CN114773176B (zh) | 一种马来酸氯苯那敏杂质及其制备方法与应用 | |
Zhyhadlo et al. | Facile synthesis of 3-(trifluoromethyl) adamantane derivatives | |
CH635588A5 (fr) | Procedes de preparation de thieno(2,3-c) et thieno(3,2-c)pyridines. | |
JP5506676B2 (ja) | アミド付加反応 | |
CN115572231B (zh) | 一种双环[1.1.1]戊烷-1,3-二胺的盐的合成方法 | |
WO2024141076A1 (en) | Prodrugs to thyroid hormone analogs and method of making and use thereof | |
MXPA99002479A (en) | Process for the preparation of malonitrile | |
Xie et al. | Synthesis of 2-(2-oxoindolin-3-ylidene)-2-arylacetonitriles through transition metal-free C (sp2) CN bond construction | |
JP2007515403A (ja) | N−置換フタルイミドの調製方法 | |
GB2498080A (en) | Derivatives of oseltamivir | |
Hsin et al. | Synthesis of [3H](4‐fluorobutyl) propyl [2, 5, 6‐trimethyl‐7‐(2, 4, 6‐trimethylphenyl) pyrrolo [2, 3‐d] pyrimidin‐4‐yl] amine: a potent radioligand for corticotropin‐releasing hormone type 1 receptor | |
CN116199717A (zh) | 一种新型甲状腺激素β受体激动剂 | |
Shemyakina et al. | Peculiarities of the tandem reaction between cyanoacetylenic alcohols and aminobenzoic acids: Synthesis of 5, 5-dialkyl-2-(3-aminophenyl)-4-oxo-4, 5-dihydrofuran-3-carbonitriles | |
Fedoseev et al. | Synthesis of 4-Halo-3-isopropoxyfuro [3, 4-с]-pyridin-1 (3 H)-ones | |
JP5032732B2 (ja) | 塩素化ピリミジンの合成 | |
Herth et al. | Synthesis of novel WAY 100635 derivatives containing a norbornene group and radiofluorination of [18F] AH1. MZ as a serotonin 5‐HT1A receptor antagonist for molecular imaging |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PD00 | Pending as of 2000-06-30 in czech republic |